(3R,5R)-9-(benzyloxy)-3-methylnon-1-en-7-yn-5-yl N-methyl-D-phenylalaninate

Base Information

Chemical Name:(3R,5R)-9-(benzyloxy)-3-methylnon-1-en-7-yn-5-yl N-methyl-D-phenylalaninate
CAS No.:1472660-29-9
Molecular Formula:C₂₇H₃₃NO₃
Molecular Weight:419.564
Hs Code.:

Synonyms:(3R,5R)-9-(benzyloxy)-3-methylnon-1-en-7-yn-5-yl N-methyl-D-phenylalaninate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,5R)-9-(benzyloxy)-3-methylnon-1-en-7-yn-5-yl N-methyl-D-phenylalaninate

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Technology Process of (3R,5R)-9-(benzyloxy)-3-methylnon-1-en-7-yn-5-yl N-methyl-D-phenylalaninate

There total 19 articles about (3R,5R)-9-(benzyloxy)-3-methylnon-1-en-7-yn-5-yl N-methyl-D-phenylalaninate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

: 1472660-27-7
(3R,5R)-9-(benzyloxy)-3-methylnon-1-en-7-yn-5-yl N-[(tert-butoxy)carbonyl]-N-methyl-D-phenylalaninate

: 1472660-29-9
(3R,5R)-9-(benzyloxy)-3-methylnon-1-en-7-yn-5-yl N-methyl-D-phenylalaninate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 23 ℃; for 3h; Inert atmosphere;
DOI:10.1002/hlca.201200519

Reference yield:

: 1472660-18-6
(2R,4S)-8-(benzyloxy)-2-methyloct-6-yne-1,4-diol

: 1472660-29-9
(3R,5R)-9-(benzyloxy)-3-methylnon-1-en-7-yn-5-yl N-methyl-D-phenylalaninate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 3 h / 20 °C

2.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

3.1: sodium hexamethyldisilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere

3.2: 5 h / -78 - 0 °C / Inert atmosphere

4.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 10 h / 0 - 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 3 h / 0 - 23 °C / Inert atmosphere

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; di-isopropyl azodicarboxylate; sodium hexamethyldisilazane; diisobutylaluminium hydride; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; toluene; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination;
DOI:10.1002/hlca.201200519

Reference yield:

: 1472660-20-0
(3R,5S)-5-[4-(benzyloxy)but-2-yn-1-yl]-3-methyldihydrofuran-2(3H)-one

: 1472660-29-9
(3R,5R)-9-(benzyloxy)-3-methylnon-1-en-7-yn-5-yl N-methyl-D-phenylalaninate

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere

2.2: 5 h / -78 - 0 °C / Inert atmosphere

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 10 h / 0 - 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 3 h / 0 - 23 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; sodium hexamethyldisilazane; diisobutylaluminium hydride; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination;
DOI:10.1002/hlca.201200519